ethyl 2-(3-formyl-4-hydroxyphenyl)-4-methyl thiazole-5-carboxylate

Details:

Common name: Ethyl 2-(3-Formyl-4-hydroxyphenyl)-4-methylthiazole-5-carboxylate

Category:Febuxostat intermediates

Other name: 2-(3-Formyl-4-hydroxy-phenyl)-4-methyl-thiazole-5-carboxylic acid ethyl ester

CAS No.: 161798-01-2

EINECS No.: 692-179-2

Appearance: Solid

Molecular formula: C14H13NO4S

 

Brand Name: Colorcom

Shelf Life: 2 Years

Place of Origin: China

 

Product Specification:

Molecular Weight	291.32
Boiling point	446.7±55.0 °C(Predicted)
Melting point	116 °C
Density	1.335
Purity	≥99.0%
PH	/
Acidity coefficient (pKa)	6.81±0.20(Predicted)
Soluble	Soluble in DMSO (a little), methanol (a little)
Water solubility	/
Color	Light yellow

 

 

Product Description:
Ethyl 2-(3 - Formyl - 4 - hydroxyphenyl)-4 - methylthiazole - 5 - carboxylate usually appears as a light - yellow to orange - brown crystalline solid. Structurally, it consists of a thiazole ring with a 4 - methyl group at the 4 - position. At the 2 - position, it is attached to a 3 - formyl - 4 - hydroxyphenyl moiety, and an ethyl carboxylate group is present at the 5 - position. The 3 - formyl group (-CHO) on the phenyl ring not only adds a carbonyl functionality which can participate in nucleophilic addition reactions, such as the formation of imines with amines or addition of Grignard reagents. The 4 - hydroxyl group imparts polarity to the molecule, enabling hydrogen - bonding interactions and facilitating substitution reactions like esterification when reacted with acylating agents. The thiazole ring, containing sulfur and nitrogen heteroatoms, gives the compound unique chemical characteristics. The sulfur atom can act as a nucleophile in certain reactions, and the nitrogen atom can engage in acid - base and coordination chemistry. The ethyl carboxylate group is prone to hydrolysis under acidic or basic conditions, leading to the formation of the corresponding carboxylic acid, and can also be involved in trans - esterification reactions.

In terms of solubility, due to the combined presence of the relatively non - polar thiazole and phenyl rings, it has poor solubility in water. However, it shows good solubility in common polar organic solvents such as ethanol, acetone, and dichloromethane. In chemical reactions, the formyl group can be reduced to an alcohol using reducing agents like sodium borohydride. The hydroxyl group can be protected or modified to introduce different functional groups. The thiazole ring can undergo various electrophilic substitution reactions, especially at positions activated by the electron - donating groups attached to it.

In the realms of organic synthesis and pharmaceutical research, Ethyl 2-(3 - Formyl - 4 - hydroxyphenyl)-4 - methylthiazole - 5 - carboxylate is highly significant. In organic synthesis, it serves as a versatile building block for constructing complex molecules. By exploiting the reactivity of its multiple functional groups with different reagents, a wide variety of functionalized compounds can be synthesized. In pharmaceutical research, it may function as a potential intermediate for the synthesis of drugs with diverse biological activities. Modifying the substituents on the phenyl or thiazole rings can potentially unlock the discovery of novel bioactive substances. To preserve its quality and reactivity, it should be stored in a cool, dry environment, shielded from light, heat, moisture, and strong oxidizing agents.

 

Application: 

Antibacterial and antifungal activities against Candida albicans.

Package: 25kg/drum or bag

Storage: Under inert gas (nitrogen or Argon) at 2-8°C

Executive Standards: International Standard.